Arseno compounds and process of making same.



To all wh-omit may 0mm.-

v STATES" r TEnT OFFICE.

ROBERT KAHN, or FRANKFQRT-0N-THE-MA1N,'= G RMAN ASSIGNOR romnnwnnxn ivoruvr. mnrs'rnn LUCIUS & nnunmo, onHooHsr-oN-TnE-Mam, GERMANY, A

- CORPORATION OF GERMANY.

ARSENO oomrounns AND riaocnss or axine SAME;

No Drawing.

"Be it known'that I, RoBER'r KAHN; Ph: 1)., a citizen of the Empire of' Germany,'res1d-' ing at Erahkforbori-the-Main, Germany,

have-invented certain new and useful Improvements in New-Arseno Compounds and Processes of Making Same, of which thefollowlng is a speoification.-

I have found that by IGdIICIIIgthOSQ substituted aromatic arsinic acids which .con-..

tain salt-forming atom groups,' for instance the hydroXyl-,amino-, 'carboxylor glycin-v group, the corresponding arsins areobtained which are valuable for therapeutlcalopurposes," It is p ossible to 'eflect the transformation of the hrsinic acids containing saltforming atom groups-into the corresponding primary arsins by the action of nascent hydrogerr'in a strongly acid solution;

The 'notim, compounds' are primary aromatic arsins' which, be'sidesxthe' atom group AsH contain atom groups capable of forming salts; they are colorless or faint-yellowproducts, being easily oxidized and by theoxidation process first converted into arseno' compounds they are soluble in. glacial acetic acid and concentrated. sulfuric acid and capable of forming salts which are solu-: He in water. Theyare remarkable for their action, for instance upon try-- bactericidal panosomes.

The following examples illustratethe in vention: Example I:

- 1 alcohol and 400 -gr. of zinc dust are added to this solution. There-are .then gradually introduced 1.5 litersof hydrochloric acid cific gravity 1.19) while well stirring;

(spethe undissolved zinc'dustis filteredolf. The

"filtrate is extracted with ether. and the ethereal solution shaken out with caustic soda-lye. The product of the reaction can beobtained fromthe alkalinesolution in form of a white precipitate by [introducing carbon-dioxid ;f this precipitate turns yellow when keptin store for some time and. finally becomes red forming dioxyarsenobenzene;-

' ether.

I Specification of Letters Patent. 1 i Application fi led 11113719 1811.: Serial No.63,413.

. ether.

oration at about 130 I of t-oxphenylarsinic acid are dissolved in 2500 com. of methyl and " Example II :217 gr. of -aminophenylar sinic acid are dissolvedin' 2500 ccm. of methyl alcohol. To this solution are added 1.00 r. of zinc dust and 115 liters of hydro chloric acid (specific gravity 1.19) introduce rendered alkaline and'distilled with steam. The product of the reaction is extracted irom the, distillate, by-means of After the ether gradually turns yelassumes a dark colv C. and decomposes. It 1s solublein glacial acetic acid'and' very diflicultly soluble in alcohol.-

I Example III: 275 grrof phenylglycinarlow.- When heated it -sinic acid are dissolved in 1500 ccm. of hydrochloric'acid (specific gravity 1.19). To this-solution are gradually added 400 gr. of zinc dust while well shaking and keeping the temperaturemoderate, whereupon first a yellow precipitate ,forms and afterward a yellow solution whichfinally becomes colorless. The ndissolved zinc dust is then filtered ofi and to thefilti'ate is added asolu tion of 2% vkilos -ofcrystallized sodium ace- .tate 1n 2% liters of water. Thus the zinc chlorid salt of the'reduction product separates in the form of a white precipitate which is filtered and levigated into a magma and boiled with anexcess of a soda solution. Thesodium salt-of the product of the reaction thus dissolved is filtered from the sepa- .From this filtrate the free acid ofxthe product of the reaction, when acidulated with hydrochloric acid, separates in the form of a faint-yellow precipitate.v This compound soon assumes a rated zinc-carbonate.

deeper yellow coloration and decomposes,

showing a dark coloration when heated over 100 C. It is Very difficultly soluble inwa -ter, alcohol and ether.

. Example IV: 263 grQof the ieiiy-e iliao phenylarsinic acid are dissolvedin 3 liters of hydrochloric acid (specific gravity 1.19).

To this solution are gradually added 800 r. of zinc dust-while g keeping the temperature .moder'ate, whereupon a dirty looking pr cipitate formswh-ich gradually changes to a dark solution. This solution is diluted with 6' liters of water andfiheated whereupon it PatentedMay 14, 1912.

has "vo'latilized the new compound 1s obtalned in the form of a white substance which soon becomes colorless; if all the zinc dust has been consumed, before the solution becomes entirely clear, a further quantity of it is added. The excess of zinc dust is then filtered and from the filtrate the double salt of zinc chlorid of the reaction product crystallizes on cooling in the form of a white precipitate soluble in water. By decomposing the said double salt with-sodium acetate and dissolving in ether, the free arsin is obtained,'which can be extracted from the ethereal solution by means of caustic soda-lye and separated from the latter by means of acetic acid. It forms a powder which when heated over 100 C. assumes a dark coloration and completely decomposes at 135 C. It is soluble in caustic soda-lye and hydrochloric acid, alcohol and ether,

very little soluble in water.

Having now describedmy invention what- I claim'isz' v 1. As new products, the aromatic primary arsins which besides the arsin group .ASH. contain salt-forming atom groups; being colorless to faint-yellow compounds, soluble in glacial acetic acid and concentrated sulfuric acid, being easily oxidized and converted thereby into arseno compounds; ca-

pable of forming salts which are soluble in water. 7

2. The process of producing arsins, which consists in treating those aromatic arsinic acids which contain salt-forming atom groups as substituents, with nascent hydrogen in a strongly acid solution.

3. The process of producing arsins, which consists in treating those aromatic arsinic acids which contain salt-forming atom groups as substituents, with zinc and hydrochloric acid in a strongly acid solution.

4. The process of producing arsins, which consists in treating those aromatic arsinic acids which contain a hydroxyl group, with nascent hydrogen in a strongly acid solution.

5. The process of producing arsins, which consists in treating those aromatic arsinic acids which contain a hydroxyl group and an amino group, with nascent hydrogen in a strongly acid solution.

In testimony whereof, I aflix my signature in presence of two witnesses.

ROBERT KAHN.

Witnesses:

JEAN GRUND,

CARL GRUND. 

